Thanks! Re: my roommate—I mean, she's mentioned her insecurity with her dating life on more than one occasion before, yeah (and pretty much every time I've tried to respond in the ways I talked about above), but I haven't seen her for awhile since it's the summer, so the topic hasn't come up recently.
And alright, that's good to know! Honestly, if a situation like that were to come up, I feel like I'd be comfortable with referring to my own personal experience—for the most part, I'm an open book as far as my sexual history/lack thereof is concerned, as long as people are okay with hearing about it—but I also worry that I could come off as a little bit insensitive, if that makes sense? At this point, the friends I'm talking about are juniors and seniors in college, and I don't want to be like, "Well, yeah, I can relate because I didn't date anyone! Until freshman year, that is,"; I feel like that could accidentally end up making them feel worse about themselves since it eventually happened for me but still hasn't for them. Obviously I'd try to be a lot more tactful than that if the conversation actually came up, and I realize this is mostly hypothetical anyway, but I still wouldn't want to inadvertently make anyone feel worse about themselves.